51-45-6
2-imidazol-4-ylethylamine
CAS: 51-45-6
Molecular Formula: C5H9N3
51-45-6 - Names and Identifiers
| Name | 2-imidazol-4-ylethylamine |
| Synonyms | Eramine Histamine Histamine Base L-Histamin base Histamine (8CI) Histamine, Free Base 4-Imidazoleethylamine 5-Imidazoleethylamine β-Aminoethylglyoxaline 4-(2-aminoethyl)-imidazol 1H-Imidazole-4-ethanamine 2-imidazol-4-ylethylamine 2-(4-Imidazolyl)ethanamine 2-(4-Imidazolyl)ethylamine 1-(1H-imidazol-4-yl)ethanamine 2-(1H-imidazol-4-yl)ethanamine 4-(2-Aminoethyl)-1H-imidazole histamine free base crystalline 1H-Imidazole-4-ethanamine (9CI) 2-(1H-imidazol-5-yl)ethanamine dihydrochloride |
| CAS | 51-45-6 |
| EINECS | 200-100-6 |
| InChI | InChI=1/C5H9N3/c1-4(6)5-2-7-3-8-5/h2-4H,6H2,1H3,(H,7,8) |
| InChIKey | NTYJJOPFIAHURM-UHFFFAOYSA-N |
51-45-6 - Physico-chemical Properties
| Molecular Formula | C5H9N3 |
| Molar Mass | 111.15 |
| Density | 0.9902 (rough estimate) |
| Melting Point | 83-84 °C (lit.) |
| Boling Point | 167 °C/0.8 mmHg (lit.) |
| Flash Point | 166°C |
| Water Solubility | Soluble in water, alcohol, and hot chloroform. |
| Solubility | Easily soluble in water, ethanol and hot chloroform, slightly soluble in ether. |
| Vapor Presure | 0.000673mmHg at 25°C |
| Appearance | White needle crystal |
| Color | White to light yellow |
| Merck | 13,4739 |
| BRN | 2012 |
| pKa | 6.04(at 25℃) |
| Storage Condition | -20°C |
| Sensitive | Easy to absorb moisture and `sensitive` to air. |
| Refractive Index | 1.4690 (estimate) |
| MDL | MFCD00005210 |
| Physical and Chemical Properties | Histamine phosphate is a colorless crystal or white crystalline powder, soluble in water. It is an active amine compound. As a chemical conduction substance in the body, histamine can affect the response of many cells, including allergies, inflammation, etc., can also affect the brain nerve conduction, will cause drowsiness and other effects. |
51-45-6 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R42/43 - May cause sensitization by inhalation and skin contact. |
| Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | MS1050000 |
| FLUKA BRAND F CODES | 3-10-23 |
| TSCA | Yes |
| HS Code | 29332900 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 i.p. in mice: 2020 mg/kg (Nagai) |
51-45-6 - Reference
| Reference Show more | 1. Huang Liang circle tie an Tan Cheng Fang, etc. Quantitative study on the effect of histamine on the viscoelasticity and spreading area of human umbilical vein endothelial cells by QCM combined with optical microscopy [J]. Chemical and Biological Engineering, 2019, 36(05):29-35. 2. Liu, Yun, Wu, prechun, Tang, Xiaoqian, et al. Relaxant effect of polyphenols from Phyllanthus urinaria on isolated intestinal motility in rabbits [J]. Chinese Journal of Veterinary Medicine 2019 038(004):64-67. 3. Tang Xiaoqian, Liu, Yun, Wu Kechun, et al. Relaxant effect of alkaloids from Phyllanthus urinaria L. On isolated intestinal muscles of rabbits [J]. Chinese Journal of Veterinary Medicine 2019. 4. Li, Phyllanthus, ytterbium, Wang, pre-Li, et al. Establishment of atherosclerotic vulnerable plaque model in rabbits with liquid nitrogen injury [J]. Chinese Journal of Evidence-based cardiovascular medicine, 2020, 012(003):343-345. 5. Xu Haiyun, Wang Shuai Shuai, Tan Chengjie, Hu Jufang, Chen Xiaojun. Relaxant effect of ethanol extract of gelsemium on isolated intestinal muscles of rabbits and its mechanism [J]. Journal of Hunan Agricultural University (Natural Science Edition),2020,46(04):461-465. 6. Ma Deying, Cai Penyu, Zhi Shaowei, et al. Effects of Dietary histamine on growth, intestinal digestive enzyme activities and antioxidant indices of juvenile eel, Anguilla japonica [J]. Feed Research, 2020, v.43;No.501(02):48-51. 7. You Juan, Guo Danyu, Xiong Shanbai, etc. Effects of storage temperature and time on muscle freshness and biogenic amine content of bighead carp [J]. Journal of Food Safety and quality testing, 2016, 25 (7): -3614. 8. Gong Xuan, Liu Sisi, Silver, etc. Therapeutic effect of Qingpeng ointment on histamine-induced acute pruritus in mice [J]. Medical Review, 2018, 037(010):1166-1169. 9. Zhu Zhiyi Zhang Yu Wang Jun Hong et al. Changes of biogenic amines in pseudosciaena crocea under different storage conditions [J]. Zhejiang Journal of Agricultural Sciences 2018 30(009):1592-1598. 10. Huo Xiaohui, Wang Yanhua and others. Determination of biogenic amines in Platycodon grandiflorum pickle by UPLC [J]. Food Science and Technology 2018 043(009):325-329. 11. Lu Wenyu, He Yingxia, Liang Ying, Chen Xuehao, Zhi Shaowei. Effects of proanthocyanidins on liver health indexes of eel (Anguilla japonica) under Dietary histamine stress [J]. Feed Industry, 2020,41(20):56-60. 12. Xu Haiyun, Wang Shuai Shuai, Tan Chengjie, Hu Jufang, Chen Xiaojun. Relaxant effect of ethanol extract of gelsemium on isolated intestinal muscles of rabbits and its mechanism [J]. Journal of Hunan Agricultural University (Natural Science Edition),2020,46(04):461-465. 13. Sarina, Tuerhong, mimetti, aziguli, Yikui, Ibani, aidijiang, aiifu, bub, Zhang. Determination of eight biogenic amines in soy sauce by liquid chromatography-tandem mass spectrometry (LC-MS)[J]. Chinese condiment, 2020,45(11):151-156. 14. Li Silk, Li Yingyan, Yin Xiaoqing, Liu Liang, Cao Shaoqian, Madani, Qi Xiangyang. Processing Technology and Quality Analysis of fresh fish juice prepared by fish meal processing and squeezing liquid [J]. Chinese Journal of Food Science, 2020,20(10):160-168. 15. Cuili Jin, Jingjing Qiu, Li Miao, Ke Feng, Xiaojian Zhou, Antifouling activities of anti-cancer compound, Journal of Experimental Marine Biology and Ecology, Volume 452, 2014, Pages 47-53, ISSN 00 16. Jin, Cuili, et al. "Histamine promotes the larval metamorphic competence of barnacle Amphibalanus amphitrite." Marine Biology Research 10.8 (2014): 799-806.https://doi.org/10.1080/17451000.2013.863352 17. Zhang, Ju-Hui, et al. "Cationic Heteropolymers with Various Functional Groups as Efficient and Biocompatible Nonviral Gene Vectors." ACS Applied Bio Materials 3.6 (2020): 3526-3534.https://doi.org/10.1021/acsabm.0c00118 18. [IF=4.616] Jin-Xiu Zhou et al."Monitoring of pH changes in a live rat brain with MoS2/PAN functionalized microneedles."Analyst. 2018 Sep;143(18):4469-4475 19. [IF=2.171] Cuili Jin et al."Antifouling activities of anti-histamine compounds against the barnacle Amphibalanus (= Balanus) amphitrite."J Exp Mar Biol Ecol. 2014 Mar;452:47 20. [IF=1.298] Cuili Jin et al."Histamine promotes the larval metamorphic competence of barnacle Amphibalanus amphitrite."Mar Biol Res. 2014;10(8):799-806 21. [IF=7.514] Chen Chen et al."A surface-imprinted surface-enhanced Raman scattering sensor for histamine detection based on dual semiconductors and Ag nanoparticles."Food Chem. 2022 Feb;369:130971 22. [IF=5.82] Jiaqi Wu et al."Role of microbial metabolites of histidine in the development of colitis."MOLECULAR NUTRITION & FOOD RESEARCH |
51-45-6 - Introduction
Endogenous H1 and H2 histamine receptor agonists; H1 activates and moves Ca2 +; H2 activates and stimulates adenylate cyclase (adenylate cyclase) activity in neurons; and NO synthetase activates.
Last Update：2022-10-16 17:25:41
51-45-6 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| function and action | histamine is a self-active substance widely existing in human tissues. it is generated by decarboxylation of histidine in the body and has the functions of promoting capillary relaxation and gastric juice secretion. It is usually present in the granules of mast cells and basophils as an inactive binding type, with more content in the skin, bronchial mucosa, intestinal mucosa and nervous system. When the body is subjected to physical and chemical stimulation or allergic reaction, it can cause these cells to degranulate, resulting in histamine release, binding to histamine receptors and producing biological effects. This causes inflammation and allergic diseases. It can make the patient's bronchoconstriction and mucus secretion. After the patient is exposed to the denatogen, the level of histamine can be seen in the serum and bronchoalveolar lavage fluid. pharmacological effects can be divided into three subtypes: H1, H2 and H3. H1 effect: excite bronchial, gastrointestinal tract, uterine smooth muscle, dilate skin blood vessels, increase capillary permeability, slow atrial and atrioventricular node conduction, enhance contractility. H2 effect: Stimulate gastric juice secretion, dilate blood vessels, and excite the heart (positive inotropic and positive frequency effects). H3 effect: exists in the central and peripheral nerve end slightly, negative feedback regulation of histamine synthesis and release. |
| Histamine poisoning | mainly occurs in coastal areas and areas where seafood is used. Fishes with high histamine content are mainly green-skinned red meat fish in marine fish, including mackerel and pond fish (scientific name is blue round fish). When the fish body is not fresh or spoilage, the bacteria decompose the histidine in the fish body into histamine, which increases the histamine content, which can cause allergic food poisoning after ingestion. The clinical manifestations of poisoning are acute onset, mild symptoms and quick recovery. Generally, the onset is 0.5~1 hour after eating. The main manifestations are: blushing, dizziness, headache, palpitation, fast pulse, chest tightness and respiratory stimulation. Some patients may have blurred vision, face swelling, lip edema, numbness of mouth, tongue and limbs, nausea, vomiting, abdominal pain, urticaria, flushing, etc. |
| antihistamines | antihistamines currently used in clinical practice can be divided into the following three generations: the first generation: currently it is represented by diphenhydramine diphenhydramine, benazaine, promethazine promethazine, phenadine, tripiramine pyribenzamine, pominine, chlorpheniramine chlorpheniramine, chlorpheniramine, chlorpheniramine, etc, it has strong central nervous system inhibition. Diphenhydramine has anticholinergic effect, antiemetic and antihalo action is strong. The second generation: no sedative effect or mild sedative effect, and obvious cardiac toxicity (such as cetirizine, mequintazine, astemizole, avastatin, mizolastine, etc.). Mizolastine is effective in the treatment of nasal congestion. The third generation: fexofenadine, levocetirizine, dilotazidine, etc., are selective H1 receptor antagonists and cannot enter the brain through the blood-brain barrier, so they only work on peripheral H1 receptors, thus avoiding the side effects of central sedation caused by the first generation of histamine antagonists. |
| biological activity | Histamine is an organic nitrogen-containing compound involved in local immune response, which regulates intestinal physiological functions and acts as a neurotransmitter. |
| Use | Endogenous H1 and H2 histamine receptor agonists; H1 activates and moves Ca2 +; H2 activates and stimulates adenylate cyclase (adenylate cyclase) activity in neurons; Activate NO synthase; Vasodilator. |
| Production method | It can be made by histidine decarboxylation. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:11:58
Supplier List
Featured ProductsMultiple SpecificationsSpot supply
Product Name: Histamine Visit Supplier Webpage Request for quotationCAS: 51-45-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Histamine Request for quotationCAS: 51-45-6
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Featured ProductsMultiple SpecificationsSpot supply
Product Name: Histamine Visit Supplier Webpage Request for quotationCAS: 51-45-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Histamine Request for quotationCAS: 51-45-6
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
View History